Ammonia → (3S)-5-Oxo-1-[(1S)-1-phenylethyl]-3-pyrrolidinecarboxamide

HRID 344230Notes

Reaction equation

HRID 344230 reaction equation
[C:1]1([C@@H:7]([N:9]2[C:13](=[O:14])[CH2:12][C@H:11]([C:15]([O:17]C)=O)[CH2:10]2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH3:19]>CO>[C:1]1([C@@H:7]([N:9]2[C:13](=[O:14])[CH2:12][C@H:11]([C:15]([NH2:19])=[O:17])[CH2:10]2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 13772856HCID 13772856, compound

Product 1

HCID 54306395(3S)-5-Oxo-1-[(1S)-1-phenylethyl]-3-pyrrolidinecarboxamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl (3S)-1-((S)-1-phenylethyl)-5-oxo-3-pyrrolidinecarboxylate (738 g) was dissolved in methanol (3.5 l). The solution was stirred for 8 hr under ice-cooling while blowing in ammonia gas, and concentrated under reduced pressure to give 537 g of (3S)-1-((S)-1-phenylethyl)-5-oxo-3-pyrrolidinecarboxamide.

Workup

  1. temperaturecooling
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-7e028c2a0d4441d7915cc072e27e9c74
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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